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Merck
CN

SML0642

Sigma-Aldrich

Chaetoglobosin A

from Chaetomium globosum, ≥98% (HPLC)

别名:

4,7,14,14a,15,15a,16a,16b-Octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-, 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione

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关于此项目

经验公式（希尔记法）:
C32H36N2O5
化学文摘社编号:
50335-03-0
分子量:
528.64
UNSPSC代码:
12352200
NACRES:
NA.77

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生物来源

Chaetomium globosum

质量水平

200

方案

≥98% (HPLC)

溶解性

DMSO: soluble 10 mg/mL
methanol: soluble 10 mg/mL

储存温度

−20°C

SMILES字符串

[nH]1c2c(c(c1)C[C@@H]3NC(=O)[C@]54[C@H]3[C@@H]([C@]6(O[C@H]6C5\C=C\C[C@@H](\C=C(\[C@H](C(=O)\C=C\C4=O)O)/C)C)C)C)cccc2

InChI

1S/C32H36N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37H,8,15H2,1-4H3,(H,34,38)/b10-7+,13-12+,18-14+/t17-,19-,22?,24-,27-,28+,29-,31+,32+/m0/s1

InChI key

OUMWCYMRLMEZJH-VIRVUJSBSA-N

相关类别

应用

Chaetoglobosin A has been used as a standard for the detection and quantification of chaetoglobosin A from Chaetomium globosum by HPLC.

生化/生理作用

Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin.
Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin. Over 40 chaetoglobosins were characterized, many of which show acute toxicity to mammals, as well as cytotoxicity to human cancer cell lines such as KB, K562, MCF-7, and HepG2.

Cytochalasins were also found to inhibit glucose transport in human erythrocytes by binding to the glucose carrier on the erythrocyte membrane. Chaetoglobosin A was found to inhibit nematode proliferation and egg hatching. It also causes mortality of second stage juveniles of Meloidogyne incognita.

其他说明

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 2 years.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
098M4099V
14130502
053M4057V
32130501

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Chunyan Hua et al.
Immunobiology, 218(3), 292-302 (2012-06-29)
Chaetoglobosin F (Cha F), a cytochalasan-based alkaloid, was obtained from the EtOAc extract of a solid culture of Chaetomium globosum IFB-E019. Dendritic cells (DCs), the most potent antigen presenting cells, are considered as the major target in the modulation of
M R Fogle et al.
Canadian journal of microbiology, 54(5), 423-425 (2008-05-02)
Chaetomium globosum is commonly found in water-damaged buildings and produces the mycotoxins chaetoglobosin A and chaetoglobosin C (Ch-A and Ch-C, respectively). While attempting to purify Ch-A and Ch-C, we observed that these mycotoxins were broken down after heating. The objective
Chuan-Ming Cui et al.
Journal of natural products, 73(4), 729-733 (2010-03-17)
Cytoglobosins A-G (1-7), seven new cytochalasan derivatives, along with two structurally related known compounds, isochaetoglobosin D (8) and chaetoglobosin F(ex) (9), were isolated and identified from the cultures of Chaetomium globosum QEN-14, an endophytic fungus derived from the marine green
Omar E Christian et al.
Journal of natural products, 68(11), 1592-1597 (2005-11-29)
The isolation and structure elucidation of three new secondary metabolites, chaetoglobosin-510 (1), -540 (2), and -542 (3), are described. These compounds were produced by cultures of the marine-derived fungus Phomopsis asparagi, challenged with the known F-actin inhibitor jasplakinolide. Chaetoglobosin-542 (3)
Jian-Chun Qin et al.
Bioorganic & medicinal chemistry letters, 19(6), 1572-1574 (2009-02-28)
A novel cytotoxic chlorinated azaphilone derivative named chaetomugilin D (1), together with three known metabolites, chaetomugilin A (2), chaetoglobosins A (3) and C (4), has been isolated by a bioassay-guided fractionation from the EtOAc extract of the cultures of Chaetomium
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